Holiday Rentals in Southside

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Holiday Rentals in Southside

Charming 1-bedroom suite with WiFi and AC in Bon Air

10.0 out of 10, Exceptional, (5)
"It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family "
The price is €177
includes taxes & fees
22 Sept - 23 Sept
Charming 1-bedroom suite with WiFi and AC in Bon Air

Renovated Modern Stylish “Vibrant” 4bdrm Home

9.4 out of 10, Exceptional, (8)
"Everything was amazing! The house was beautifully done and clean. And well equipped for our needs. I would recommend anyone come and stay! We’ll be back again!"
The price is €789
includes taxes & fees
27 Aug - 28 Aug
Renovated Modern Stylish “Vibrant” 4bdrm Home

NEW! Upscale Escape | Game Room & Spa-Like Baths

9.0 out of 10, Wonderful, (4)
"We enjoyed our stay here with family. The home is beautiful and welcoming! "
NEW! Upscale Escape | Game Room & Spa-Like Baths

Stylish retreat in charming Richmond with Private Sauna and other modern touches

9.8 out of 10, Exceptional, (11)
"The house was cute and cozy in a nice and quiet neighborhood. "
Stylish retreat in charming Richmond with Private Sauna and other modern touches

Charming 3-bedroom townhome with WiFi in delightful Richmond

10.0 out of 10, Exceptional, (4)
"Townhouse was awesome. Plenty of room for 6 people. Pet friendly. Quiet neighborhood. Host Jordan was very helpful and available when needed. We all loved our stay. Would stay again. "
The price is €315
includes taxes & fees
23 Sept - 24 Sept
Charming 3-bedroom townhome with WiFi in delightful Richmond

Landing Apartments near Virginia Union University

3.5 star property
8.6 out of 10, Excellent, (17)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (66)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is €355
includes taxes & fees
23 Sept - 24 Sept
Amazing Private House Rental w/ pool! Richmond, VA

Walk to Museums & Breweries in Downtown Richmond

Walk to Museums & Breweries in Downtown Richmond

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (26)
"We had a great time staying at this studio with our dog. Very clean, any amenity you could want, and amazing location in a beautiful, historic neighborhood. We'd absolutely stay again!"
The price is €146
includes taxes & fees
27 Aug - 28 Aug
The Studio@ Eanes Drug

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (66)
"Super easy and beautiful location. Very clean inside! The bed could be a little more comfortable, but other than that, no complaints!! 10/10 exactly the spot we needed to stroll around Richmond for a few days. "
The price is €261
includes taxes & fees
31 Aug - 1 Sept
Lovely 2 Bedroom in the Heart of The Fan

Tourist Homes of Richmond Church Hill North

4.0 star property
8.4 out of 10, Very good, (18)
"Amazing property! Will stay again!"
Tourist Homes of Richmond Church Hill North

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

9.8 out of 10, Exceptional, (122)
"This property had all the amenities, modern and clean decor, nice friendly neighborhood atmosphere, a little park a block away to walk the dog, and within walking distance to the many features of RVA. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (26)
"Great apartment, very well appointed and close to lots of stuff."
The price is €151
includes taxes & fees
28 Aug - 29 Aug
Historic Haven in Church Hill

Midlothian 3 Bedroom getaway for up to 8 guests!

9.6 out of 10, Exceptional, (12)
"Great location. Everything was very clean and new. Very comfy beds and linens. Host was super accommodating as well. Will definitely go back "
The price is €472
includes taxes & fees
2 Sept - 3 Sept
Midlothian 3 Bedroom getaway for up to 8 guests!

Luxury Apt in Diamond District - Scott’s Addition

The price is €163
includes taxes & fees
8 Sept - 9 Sept
Luxury Apt in Diamond District - Scott’s Addition

The Grace Escape

10.0 out of 10, Exceptional, (25)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.2 out of 10, Wonderful, (19)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi

Downtown Living in Richmond's Amazing Shockoe Bottom

8.6 out of 10, Excellent, (28)
"There where used bandaids on the nightstand when I checked in which left a bad taste in my mouth :/"
The price is €215
includes taxes & fees
27 Aug - 28 Aug
Downtown Living in Richmond's Amazing Shockoe Bottom

~THE RETREAT~

9.8 out of 10, Exceptional, (22)
"This place is awesome so much room and activities. Mostly adults stayed but it would be great with smaller children as well. Very nice pool they would enjoy. Great neighborhood and peaceful. Definitely would stay again. Host was very responsive as well. Thank you!"
~THE RETREAT~

Great Location. Close to about everywhere .Can't beat the value. Check reviews!

10.0 out of 10, Exceptional, (215)
"We were in town for our daughter’s graduation from the University of Richmond. This property was minutes from the school and so convenient. Great kitchen, cozy house. Would stay again. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southside Hotel Reviews

Find out more about Southside

Find out more about Southside

Everything you need to know about Southside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southside holiday rentals we have selected for you start as low as €146 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.